(S)-tert-Butyl 4-(2-(4'-carbamoyl-3'-fluorobiphenyl-4-yl)-1-cyanoethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate → (S)-4-Amino-N-(2-(4'-carbamoyl-3'-fluorobiphenyl-4-yl)-1-cyanoethyl)tetrahydro-2H-pyran-4-carboxamide

Participants

Reaction Steps

(S)-tert-Butyl 4-(2-(4′-carbamoyl-3′-fluorobiphenyl-4-yl)-1-cyanoethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 25, step (i), 108 mg) in formic acid (2 mL) was heated at 50° C. for 20 mins. Volatiles were removed under reduced pressure and the residue azeotroped with methanol. The residue was purified by reversed phase HPLC using methanol in 0.1% aqueous TFA solution as eluent. The residue was converted to the free base by elution through a PL-HCO3 MP cartridge in dichloromethane/methanol to afford the titled compound (53 mg).

Provenance & Evidence